
Beachfront vacation rentals in Cook's Bay
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Cook's Bay
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

Stunning Lakefront Cottage Hot Tub & Sauna
.🧘 Relaxing, Quiet, waterfront property with stunning nature. 🧖♀️ Experience a private Spa with year round new sauna & new hot tub and amazing view. Please bring your own bath towels! 🤫 A peaceful oasis for families. Please describe your family before requesting to book. Max 6 guests incl children. Absolutely no events, parties, noise allowed. Not for a group of friends 🏖50’x302’ lot, private dock, gazebo 👩🏻💻65” smart 4K UHD TV, fast / reliable internet, LCD fridge, filtered water
4.87 out of 5 average rating, 222 reviews
Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking
Bright and airy waterfront cottage in one of Lake Simcoe’s most desirable areas. The open-concept layout and unique lot design offer stunning lake views from almost every room. Enjoy custom furnishings, stylish decor, and a fully equipped kitchen—perfect for relaxing getaways or extended stays. Whether you're here for a peaceful retreat or lakeside fun, this cottage provides comfort, beauty, and convenience in a serene upscale setting. Ask us about fun activities that Lake Simcoe offers.
4.9 out of 5 average rating, 217 reviews
Fall Escape - dazzling colours & stunning beach
Insta: @woodwardbythebeach 3min walk to the area’s most beautiful beach, sunsets & trails, you'll be sure to get lost in the serenity of the sand dunes year round Outdoor fire pit- s'mores included! Enjoy the BBQ, deck, & patio; the wine is on us! Fast WIFI for streaming movies or work from cottage Area is secluded yet central. 10min to Midland, close to Balm Beach - arcade, gokart, restaurant, & bar Ski/Hike/Snowmobile then unwind in a peaceful winterized home getaway with indoor fireplace
4.97 out of 5 average rating, 133 reviews
3BR on Lake Simcoe | Gorgeous Views 1hr From City
Escape the city and unwind at our peaceful three-bedroom lakefront cottage on Lake Simcoe, just one hour north of Toronto. With 129 feet of private waterfront, expansive lake views, and shallow swimmable shoreline, it’s the perfect year-round getaway for families, couples, or friends looking to relax and reconnect. 🌅 Stunning sunrise lake views 🏖️ 129 ft of private waterfront 🏊 Shallow, swimmable shoreline 🔥 Cozy all-season retreat 🌲 Quiet and peaceful setting 🚗 Just 1 hour from Toronto
4.86 out of 5 average rating, 270 reviews
Resort-Style Luxury Waterfront Cottage
Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!
4.96 out of 5 average rating, 144 reviews
Lake Simcoe Retreat
Holiday retreat on Lake Simcoe with Sunset view. Front bedrooms and kitchen facing the river and Living room, Dining room, other rooms and open kitchen facing the Lake. You can enjoy the views from every part of the house. Totally renovated interior. High speed internet, a work space, Close to many world class family activities including Fishing, Hunting, Ice Fishing, Snowmobiling. Conveniently located an hour from Toronto, closest small town 5 minutes drive and Sutton town 12 minutes drive.
4.81 out of 5 average rating, 128 reviews
Lakefront Cozy Cottage w Hot Tub!
On Lake Simcoe this cozy retreat is just an hour north of Toronto Enjoy the stunning sunrises / views and access to a variety of water activities, while the surrounding area provides ample opportunities for hiking, skiing, other outdoor pursuits with many amenities closely. Down the street from Friday Harbour, LCBO, Starbucks and restaurants 5 ⭐️ review guests welcome Honey, our golden doodle will greet and visit with you. The cabin is to be left SAME as you found it. NO generator
4.93 out of 5 average rating, 194 reviews
Waterfront Cottage Over-the-Water view w BBQ& Wifi
Our cottage backs directly onto lake Simcoe with a view overlooking the water reminiscent of a four season water villa bungalow. Enjoy the entire house with your family and friends and be captivated by nature's beauty as the sun sets behind the treeline across the lake. Easy access to lake Couchiching for fishing in the summer and ice fishing in the winter, 30 mins to Mount St. Louis for skiing and snowboarding, 30 mins to Vetta Nordic Spa and Casino Rama is only a 10 minute drive away!
4.83 out of 5 average rating, 320 reviews
Stunning 1BR w Pool ~ Free Parking & Self Check-In
Embark on a journey of unparalleled luxury as you discover our exquisite suite, crafted to offer an escape that transcends the ordinary and leaves you refreshed. Experience opulent design, a full bedroom, a spacious living area with TV, high-speed WiFi, fully stocked kitchen, and a stunning balcony . Enjoy the breeze by the sun, and BBQ on our new electric grill. Access our outdoor pool and hot tub, no fees or reservations required. Additional fees may apply for 30 nights and more.
4.98 out of 5 average rating, 131 reviews
Lake Side Manor With Games Room
Huge Lakefront Retreat – Perfect for Multi‑Gen Family Getaway with Private Beach, Fire Pit & Games Room, 4 King Suites (3 with dedicated ensuites) - 9 Beds in total! Enjoy 3x kayaks, canoe & paddle boat, plus a games room (ping pong, air‑hockey, foosball). Central AC, Wi‑Fi & free parking for 6 cars. Partnered with Muskoka Wake for watersports & Harbour House Kitchen for private dining or catering. Pet friendly. Book now for the ultimate lakefront vacation, just 45 min from Toronto.
4.88 out of 5 average rating, 100 reviews
Upscale Spa w/ Hot Tub-Private Sauna-Penthouse
Welcome to our most Dramatic & Romantic Penthouse Spa Getaway Suite! Reconnect with your loved one or celebrate that special milestone in our professionally designed to play with all your senses spa suite, this escape will leave you feeling refreshed and rejuvenated! Cozy up to any of 3 fire elements and then cleanse and detox in your own private in-suite Infrared Sauna! Cook up a gourmet meal in our fully equipped chef's dream kitchen and year round Weber BBQ for grilling!
4.96 out of 5 average rating, 187 reviews
Lakefront | Private Dock, Sandy Beach & Hot Tub
Lake Simcoe waterfront cottage with a rare shallow sandy-bottom shoreline, private dock, and hot tub. Enjoy swimming, kayaking, paddleboarding, fishing, BBQs, fire pit evenings, and breathtaking sunsets. Perfect for family vacations, holiday getaways, and groups near Toronto, just minutes from Hwy 404. Features 6 bedrooms, 4 bathrooms, a fully equipped kitchen, and spacious indoor and outdoor areas. Private, peaceful, and ideal for year-round Lake Simcoe getaways.
4.91 out of 5 average rating, 302 reviewsPopular amenities for Cook's Bay beachfront rentals
Pet-friendly beachfront home rentals

Luxury, Waterfront, 4 bdrm Bungalow in Sth Muskoka
4.87 out of 5 average rating, 277 reviews
3 Bedroom Waterfront Cottage Kawartha Lakes
4.87 out of 5 average rating, 116 reviews
COTTAGE ON LAKE SIMCOE -4 BEDROOMS /2WSHRMS
4.92 out of 5 average rating, 191 reviews
Beautiful Renovated Four Bedroom Waterfront Home
4.79 out of 5 average rating, 163 reviews
Sunrise Villa on the Lake
4.73 out of 5 average rating, 70 reviews
Cottage at Lake Simcoe
4.67 out of 5 average rating, 60 reviews
Couchiching Lake Retreat - Sauna! Near Downtown!
4.78 out of 5 average rating, 41 reviews
Lakefront Family-Friendly Cottage on Trails
4.98 out of 5 average rating, 56 reviewsBeachfront home rentals with a pool

Treehouse on private, isolated forest (300 acres)
4.98 out of 5 average rating, 567 reviews
The Friday Flat | Sunny Escape by the Marina
4.93 out of 5 average rating, 242 reviews
Friday Harbour Luxury Condo & Pool, Sleeps 4
4.94 out of 5 average rating, 161 reviews
Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH
4.99 out of 5 average rating, 74 reviews
Relaxing 2BR Escape @ FH | Pets Welcome
5.0 out of 5 average rating, 37 reviews
FH Harbour Flats 2BR 2BA- Every Day is Friday
4.9 out of 5 average rating, 93 reviews
Friday Harbour Escape • Modern High Point Condo
4.84 out of 5 average rating, 19 reviews
The Perfect Lake Front Cottage
4.67 out of 5 average rating, 24 reviewsPrivate beachfront home rentals

JillBilly by the Bay
4.99 out of 5 average rating, 337 reviews
2 bedroom beachfront apartment
4.95 out of 5 average rating, 439 reviews
2BR Getaway at Friday Harbour All Season Resort
4.87 out of 5 average rating, 100 reviews
Luxury & Stylish 3BD | Chefs Kitchen & Cozy
4.85 out of 5 average rating, 107 reviews
Family-friendly luxury getaway at Friday Harbour
4.92 out of 5 average rating, 107 reviews
Lake Simcoe waterfront cottage
4.81 out of 5 average rating, 42 reviews
Amazing BOATHOUSE LAKEVIEW
4.76 out of 5 average rating, 223 reviews
Family cottage just steps away from Lake Simcoe
4.8 out of 5 average rating, 30 reviewsDestinations to explore
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- Blue Mountain Village
- CN Tower
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- Sheppard–Yonge Station
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- Mount St. Louis Moonstone
- York University
- The International Centre





